119

Winter Garden, FL Homes for Rent under $2,800

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  • /40

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft
    • Townhouse for Rent

    16507 Outter Grove Aly, Winter Garden, FL 34787

    Welcome to this beautiful 3-bedroom, 2.5-bath townhome with a 1-car garage located in the highly sought-after Waterleigh community in Winter Garden. This popular Sandhill floor plan offers a premium corner location with partial water views from the upstairs primary suite and a thoughtfully designed open layout perfect for comfortable everyday living.The spacious kitchen is fully equipped with

    Marcia Oliveira Braga MBR HOMES INTERNATIONAL REALTY LLC

    16507 Outter Grove Aly, Winter Garden, FL 34787
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    $2,800 per month

    • 4 Beds
    • 2.5 Baths
    • 2,082 Sq Ft
    • House for Rent

    11949 Bracco St, Winter Garden, FL 34787

    Enjoy exceptional privacy with no rear neighbors in this beautiful brand-new home. The property comes fully equipped with all appliances included, featuring a washer, dryer, refrigerator, microwave, and dishwasher for your convenience. The first floor showcases upgraded vinyl flooring throughout, offering both modern style and durability. The kitchen and dining area are enhanced by elegant

    Jing Yue INTEREALTY SERVICE

    11949 Bracco St, Winter Garden, FL 34787
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    $2,450 per month

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Townhouse for Rent

    14996 Windflower Aly, Winter Garden, FL 34787

    Beautiful 3-Bedroom Townhouse for Rent in Winter Garden Welcome to this stunning two-story townhouse located in the highly desirable area of Winter Garden. Designed for comfort and modern living, this spacious 3-bedroom home offers the perfect blend of style, functionality, and location — ideal for families and professionals looking for a place to truly feel at home. The thoughtfully designed

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    14996 Windflower Aly, Winter Garden, FL 34787
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    $2,450 per month

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Townhouse for Rent

    15146 Windflower Aly, Winter Garden, FL 34787

    Beautiful Corner Unit 3-Bedroom Townhouse for Rent in Winter Garden Welcome to this stunning two-story corner unit townhouse located in the highly desirable area of Winter Garden. As a corner unit, this home offers additional privacy, extra natural light, and an enhanced sense of space — making it an even more attractive and comfortable place to live. Designed for modern living, this spacious

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    15146 Windflower Aly, Winter Garden, FL 34787
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    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • Townhouse for Rent

    1009 Westside Dr, Winter Garden, FL 34787

    AVAILABLE NOW! Beautiful 3-bedroom, 2-bath townhome available for rent in the heart of Winter Garden! This 1,180 sq. ft. home features brand-new windows, a new microwave, a brand new AC, new roof, a new sliding glass door, an updated electrical panel, offering comfort, efficiency, and peace of mind. FIRST FLOOR BEDROOM with ensuite bathroom, then remaining 2 bedrooms upstairs. The interior boasts

    Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

    1009 Westside Dr, Winter Garden, FL 34787
  • /46

    $1,990 per month

    • 2 Beds
    • 2 Baths
    • 1,264 Sq Ft
    • Condo for Rent

    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787

    Beautiful 2 bedroom 2 bath condo, located in Winter Garden in the popular Southern Pines of Orange County. Open floor plan with bonus room area off the living room, granite counter tops in kitchen and bath, crown molding, indoor laundry, closet pantry. Kitchen equipped with recently upgraded stainless steel appliances. Washer & dryer in a separate room. Rent includes water, sewer and trash.

    Seyed Azimi AFT PROPERTY LLC

    304 Southern Pecan Cir Unit 205, Winter Garden, FL 34787
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    $1,650 per month

    • 1 Bed
    • 1 Bath
    • 942 Sq Ft
    • Condo for Rent

    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787

    Within the gated community of Southern Pines you will enjoy the FLORIDA LIFESTYLE everyday! Soak up the sun by the resort-style pool and spa. What's your pleasure? Enjoy the tennis courts, a volleyball court, or indoor racquetball, basketball courts and full fitness center with a kiddie playroom. The clubhouse feature a media room, theatre room, computer terminals with free internet and then

    Claire Schwartz CLAIRE SCHWARTZ & ASSOCIATES

    1301 Eastern Pecan Place Unit 203, Winter Garden, FL 34787
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    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,026 Sq Ft
    • House for Rent

    216 Jean St, Winter Garden, FL 34787

    WELCOME TO YOUR WINTER GARDEN OASIS! This completely updated 3-bedroom, 2.5-bathroom single-family home perfectly blends modern comfort with an unbeatable location. Inside, enjoy a bright, open floorplan featuring spacious bedrooms, ceiling fans, and a beautifully equipped kitchen with a built-in oven, cooktop, dishwasher, and even a convenient bar fridge. Set on a massive 0.34-acre lot with no

    Brenden Rando NEXTHOME NEIGHBORHOOD REALTY

    216 Jean St, Winter Garden, FL 34787
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    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft
    • House for Rent

    12144 Stoneleigh Aly, Winter Garden, FL 34787

    Welcome to this beautiful 3-bedroom, 2.5-bath home located in the highly sought-after Winter Garden area. This property offers a modern and spacious layout featuring a bright open living area, a well-appointed kitchen with stainless steel appliances, and a dining space perfect for everyday living and entertaining. All bedrooms are generously sized, and the primary suite includes a walk-in closet

    Ricardo Molina TALENT REALTY SOLUTIONS

    12144 Stoneleigh Aly, Winter Garden, FL 34787
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    $1,900 per month

    • 2 Beds
    • 1.5 Baths
    • 1,281 Sq Ft
    • Townhouse for Rent

    467 Sand Lime Rd, Winter Garden, FL 34787

    LOCATION LOCATION, LOCATION!! Walking distance to Supermarkets, Bus stops and strip malls! This charming home features brand-new flooring, a fully renovated kitchen, and updated bathrooms designed with modern finishes and comfort in mind. The spacious layout provides an inviting living area, well-sized bedrooms, and abundant natural light throughout. The kitchen is equipped with a full appliance

    Lou Bello ACTION PLUS REALTY SERVICES

    467 Sand Lime Rd, Winter Garden, FL 34787
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    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,956 Sq Ft
    • Townhouse for Rent

    1519 Priory Cir, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Now available for immediate move-in in the highly sought after Westbrook at Stoneybrook West community in Winter Garden. This spacious 3 bedroom, 2.5 bath townhome with a 2 car garage and versatile loft offers the ideal blend of comfort, function, and location. Step inside to a bright, open layout with wood laminate flooring and a seamless flow from

    Peter Luu REAL BROKER, LLC

    1519 Priory Cir, Winter Garden, FL 34787
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    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,639 Sq Ft
    • Townhouse for Rent

    15836 Marina Bay Dr, Winter Garden, FL 34787

    Beautiful and well-maintained home located in one of the most desirable communities in the heart of the Horizon West area in Winter Garden. This amenity-rich community offers an infinity pool overlooking a scenic lake, fitness center, clubhouse, large playground, and expansive green spaces. Enjoy a true Florida lifestyle in a purely residential neighborhood, just 10 minutes from Disney, with easy

    Andre Chiappetta Dos Santos Cam EPIC REALTY

    15836 Marina Bay Dr, Winter Garden, FL 34787
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    $2,250 per month

    • 2 Beds
    • 2.5 Baths
    • 1,234 Sq Ft
    • Townhouse for Rent

    13344 Harbor Shore Ln, Winter Garden, FL 34787

    Great location in Winter Garden. Beautiful and charming townhouse, well-maintain 2 bedrooms, 2.5 bath with 1234 sq ft. Step inside to a cozy living room, modern kitchen with granite countertop, stainless-steel appliances, nice dining room, patio and 1car garage. In second level we have all hardwood floors, 2 spacious bedrooms each with its own bath, and walk in closets. Laundry room located in

    Betty Medina EXP REALTY LLC

    13344 Harbor Shore Ln, Winter Garden, FL 34787
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    $2,650 per month

    • 3 Beds
    • 2.5 Baths
    • 1,683 Sq Ft
    • Townhouse for Rent

    16246 Merry Aly, Winter Garden, FL 34787

    Welcome to this brand-new townhome in Silverleaf Oaks, located in the heart of Winter Garden’s highly desirable Horizon West area. This modern residence features a spacious open-concept layout with 3 bedrooms, 2.5 bathrooms, and a 2-car garage, offering the perfect blend of comfort, functionality, and contemporary style.Enjoy a serene pond view and resort-style community amenities, including

    Luis Henriqu Cossenzo Candioto KELLER WILLIAMS ADVANTAGE III

    16246 Merry Aly, Winter Garden, FL 34787
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    $2,700 per month

    • 4 Beds
    • 2 Baths
    • 1,851 Sq Ft
    • House for Rent

    5519 Myrtle Pine Ln, Winter Garden, FL 34787

    Welcome to 5519 Myrtle Pine Ln—3 bedrooms plus a dedicated studio in a convenient Winter Garden location near SR-429. This flexible layout is perfect for a home office, creative space, or workout room. Enjoy easy access to shopping, dining, and everyday conveniences. Schedule your showing today!

    Sonia Velasquez AGENT TRUST REALTY CORPORATION

    5519 Myrtle Pine Ln, Winter Garden, FL 34787
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    $2,595 per month

    • 3 Beds
    • 2.5 Baths
    • 1,691 Sq Ft
    • Townhouse for Rent

    8019 Jeremy Joseph Aly, Winter Garden, FL 34787

    3 Bedroom, 2.5 Bath Town Home for rent in Winter Garden, FL 34787. Range, Refrigerator, D/W, Disposal, Central Heat and A/C. 2 car garage, Courtyard, Community Pool & tennis courts.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    8019 Jeremy Joseph Aly, Winter Garden, FL 34787
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    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    10070 Tawny Meadow Aly, Winter Garden, FL 34787

    This beautiful, well-maintained townhome is located in the highly sought-after Waterleigh Community, just steps from the pool, tennis courts, childcare, and nearby Elementary, Middle, and High schools. The two-story layout offers 3 bedrooms, 2.5 bathrooms, a 1-car garage, and a driveway with space for two additional cars. Waterleigh is conveniently located near Publix, McDonald's, Walmart at New

    Cristiane Carneiro Spfndola Rocha L WRA BUSINESS & REAL ESTATE

    10070 Tawny Meadow Aly, Winter Garden, FL 34787
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    $2,750 per month

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft
    • House for Rent

    8125 Graycliff Ave, Winter Garden, FL 34787

    Spectacular three bedrooms, two bathrooms single family located in the beautiful Hawksmoor community. Generous living space, beautiful bright kitchen with granite countertops and stainless-steel appliances, washer and dryer included.. Private courtyard and 2 car garage. Spacious bedrooms, masters with a walk-in closet, and bathroom with double skins! Property located just minutes from shops,

    Marcelle Da Silva Sampaio SELECTA REALTY LLC

    8125 Graycliff Ave, Winter Garden, FL 34787
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    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Condo for Rent

    Unlisted Address

    Prime Location & Resort-Style Living! Welcome home to this beautifully appointed first-floor, 2-bedroom, 2-bath condo in the highly sought-after GATED community of Southern Pines. The desirable open, split floor plan offers both space and privacy, enhanced by wood laminate flooring throughout the living, dining, and kitchen, tile in the baths, and plush carpeted bedrooms. The kitchen features

    Marti Purdy MARTI PURDY PROPERTIES INC

    Unlisted Address
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    $2,495 per month

    • 3 Beds
    • 2.5 Baths
    • 1,451 Sq Ft
    • Townhouse for Rent

    12012 Holystone St, Winter Garden, FL 34787

    Beautiful 3-bedroom, 2.5-bath townhome located in the desirable Waterleigh Community in Winter Garden, FL. This modern home was built in 2022 and offers a comfortable and functional layout perfect for families or professionals. Inside, you’ll find an open design with stylish finishes, plenty of natural light, and a cozy living space that flows into the kitchen. The property includes a 1-car

    Franca Troisi MY REALTY GROUP, LLC.

    12012 Holystone St, Winter Garden, FL 34787
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    $2,800 per month

    • 4 Beds
    • 3.5 Baths
    • 2,042 Sq Ft
    • House for Rent

    16147 Water Spring Blvd, Winter Garden, FL 34787

    The landlord will change the carpet in the living room to Vinyl before the move-in. This beautifully situated home offers the perfect blend of comfort, convenience, and community living. Enjoy access to a resort-style HOA featuring a clubhouse, fully equipped fitness center, sparkling pool, kids’ splash zone, basketball court, and playground—ideal for both families and active lifestyles. Zoned

    Jing Yue INTEREALTY SERVICE

    16147 Water Spring Blvd, Winter Garden, FL 34787
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    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft
    • Townhouse for Rent

    15274 Groveside Rd, Winter Garden, FL 34787

    Ready to move-in! this new construction, three-story townhome is a showstopper with its popular farmhouse exterior. This townhome features 3 bedrooms, 2 full bathrooms, a powder room, spanning 1,846 sq. ft. As you enter this home through the 8' entry-door, you are welcomed with an open spacious foyer with immediate access to your private study/ Flex room. As you continue up, you will find luxury

    Alan Martin FRONTLINE FLORIDA REALTY, INC.

    15274 Groveside Rd, Winter Garden, FL 34787
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    $1,799 per month

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • House for Rent

    14843 Astrolyn St, Winter Garden, FL 34787

    This spacious 3 bed 2 bath home is located in Winter Garden! It has laminate and tile flooring throughout and a living/dining room combo. The kitchen has all stainless steel appliances with granite counter tops. Master bedroom has sliding glass doors that lead to the outside and a walk in closet. The home also has a 1 car garage and washer/dryer Hookups! Resident Benefit Package: $42.00-month.

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    14843 Astrolyn St, Winter Garden, FL 34787
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    $2,550 per month

    • 3 Beds
    • 2.5 Baths
    • 1,599 Sq Ft
    • Townhouse for Rent

    11007 Bookmark Ln, Winter Garden, FL 34787

    Welcome to this stunning townhouse situated in the coveted Storey Grove community within the Horizon West district of Winter Garden, this residence offers 3 bedrooms and 2.5 bathrooms. The well-appointed kitchen showcases Stainless Steel Appliances, Granite Countertops, and an attractive island. With its lofty ceilings and an open floor-plan, the home exudes a sense of spaciousness. Step outdoors

    Luis Talavera CENTURY 21 CARIOTI

    11007 Bookmark Ln, Winter Garden, FL 34787
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    $1,825 per month

    • 2 Beds
    • 1 Bath
    • 966 Sq Ft
    • Condo for Rent

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787

    Welcome to an awesome 2-bedroom, 1-bath condo with an attached garage. Just steps away from the car wash in the beautiful gated community of Southern Pines/ The community has a fully equipped state-of-the-art gym, inside basketball and racquetball courts. BBQ Pavilion for entertaining friends and family with three grills. Pool table and computer room for residents. A theatre with surround sound

    Maria Lloret HOMESMART

    233 Southern Pecan Cir Unit 101, Winter Garden, FL 34787
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    $2,490 per month

    • 3 Beds
    • 2.5 Baths
    • 1,451 Sq Ft
    • Townhouse for Rent

    12063 Holystone St, Winter Garden, FL 34787

    Charming Townhome for Rent with Courtyard Views in WaterleighWelcome to this beautifully maintained interior-unit townhome located in the highly desirable, Waterleigh community. Offering 3 bedrooms and 2.5 bathrooms, this home features a spacious open-concept first floor, perfect for both everyday living and entertaining.The property has been recently updated with brand-new luxury vinyl

    Denise Batista ALLUX REAL ESTATE LLC

    12063 Holystone St, Winter Garden, FL 34787
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    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 1,567 Sq Ft
    • Townhouse for Rent

    13519 Sagestone Dr, Winter Garden, FL 34787

    BEAUTIFUL TOWNHOME Nestled in the heart of the highly sought-after Winter Garden community. Bright and spacious 3 bedrooms and 2.5 bathrooms townhome in WATERLEIGH. Ceramic tiles on the first floor, Kitchen has granite counter tops, all new stainless steel kitchen appliances (dishwasher, refrigerator, electric stove, and microwave) and breakfast bar, large WALK IN Pantry. Kitchen and Living room

    Luciana Amorim Panajotti FLORIDA CONNEXION PROPERTIES

    13519 Sagestone Dr, Winter Garden, FL 34787
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    $2,280 per month

    • 2 Beds
    • 2.5 Baths
    • 1,200 Sq Ft
    • Townhouse for Rent

    7054 Broomshedge Trail, Winter Garden, FL 34787

    Amazing and very comfortable Townhome with two bedrooms and 2.5 bath , very nice backyard , all appliances includes, excellent community of Independence with many activities including gyms, Pools, Tennis Court, etc garage for two cars covered and another 2 uncovered, rents includes High Speed Internet and huge Cable tv includes Disney Plus and many more, (save like 150$ monthly) , Aprox 2 miles

    Giovanni Montano LA ROSA REALTY KISSIMMEE

    7054 Broomshedge Trail, Winter Garden, FL 34787
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    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,568 Sq Ft
    • Townhouse for Rent

    12664 Charmed Dr, Winter Garden, FL 34787

    2024 BEAUTIFUL TOWNHOME Nestled in the heart of the highly sought-after Winter Garden community. Bright and spacious 3 bedrooms and 2.5 bathrooms townhome in WATERLEIGH. Ceramic tiles on the first floor, Kitchen has granite counter tops, all new stainless steel kitchen appliances (dishwasher, refrigerator, electric stove, and microwave) and breakfast bar, large WALK IN Pantry. Kitchen and Living

    Luciana Lima Chaves FLORIDA CONNEXION PROPERTIES

    12664 Charmed Dr, Winter Garden, FL 34787
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    $1,800 per month

    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    7121 Blue Indigo Crescent, Winter Garden, FL 34787

    SPACIOUS STUDIO APARTMENT located above the garage in a prime area of Winter Garden. RENT INCLUDES: WATER, ELECTRICITY, INTERNET, AND CABLE TV. This open-concept unit includes a Kitchenette with a stove, microwave and arefrigerator, plus a full bathroom and a private washer and dryer. Private side entrance and located near top-rated schools, shoppping, dining, and major highways. Community

    Miriam Rogacheski THE FLORIDA LOUNGE REALTY LLC

    7121 Blue Indigo Crescent, Winter Garden, FL 34787
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    $2,350 per month

    • 3 Beds
    • 2.5 Baths
    • 1,536 Sq Ft
    • Townhouse for Rent

    15002 Windflower Aly, Winter Garden, FL 34787

    Discover this charming, like-new 3-bedroom semi-detached house, all with walk-in closets and carpeting, located in the heart of Horizon West in Winter Garden. The residence features a welcoming front porch, a modern kitchen with granite countertops and complete appliances, plus a separate, fully equipped laundry room. A garage with an automatic gate provides added convenience. Enjoy the

    Umberto Da Cunha Neto WRA BUSINESS & REAL ESTATE

    15002 Windflower Aly, Winter Garden, FL 34787
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    $1,650 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • House for Rent

    17102 Heartwood Loop, Winter Garden, FL 34787

    First floor 1 bedroom suite. Clean and spacious 1 bedroom, 1 bathroom, with seperate entrance, laundry shared. Unfurnished or can be furnished. Long or short term rental, This house sits on a huge lot with beautiful sunrise and sunset views. . parking spot on driveway.This apt is on the first floor, no stairs, parking available

    Bibi Khan CHARLES RUTENBERG REALTY ORLANDO

    17102 Heartwood Loop, Winter Garden, FL 34787
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    $2,700 per month

    • 1 Bed
    • 1 Bath
    • 575 Sq Ft
    • House for Rent

    1524 Windermere Rd Unit B, Winter Garden, FL 34787

    ***Move in now and enjoy $450 OFF your first month’s rent —limited-time offer!*** Step into this beautifully renovated 1-bedroom, 1-bath apartment designed with comfort and style in mind. Featuring tiles throughout floors, stainless steel appliances, and a modern open layout, this space is perfect for anyone seeking a private and low-maintenance home. The kitchen includes a stove top, dishwasher,

    Jacob Hara TRANSCEND REALTY

    1524 Windermere Rd Unit B, Winter Garden, FL 34787
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    $2,700 per month

    • 1 Bed
    • 1 Bath
    • 575 Sq Ft
    • House for Rent

    1524 Windermere Rd Unit A, Winter Garden, FL 34787

    ***Move in now and enjoy $450 OFF your first month’s rent —limited-time offer!*** Step into this beautifully renovated 1-bedroom, 1-bath apartment designed with comfort and style in mind. Featuring tiles throughout floors, stainless steel appliances, and a modern open layout, this space is perfect for anyone seeking a private and low-maintenance home. The kitchen includes a stove top, dishwasher,

    Jacob Hara TRANSCEND REALTY

    1524 Windermere Rd Unit A, Winter Garden, FL 34787
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    $2,700 per month

    • 4 Beds
    • 3 Baths
    • 1,853 Sq Ft
    • Townhouse for Rent

    15467 Sugar Citrus Dr, Winter Garden, FL 34787

    Beautiful Townhome located in the new Winter Garden area, with 4 bedrooms and 3 bath. The kitchen is spectacularly designed with stainless steel appliances, 2 car Garage, near to new Publix, Walmart, expressways, very close to Winter Garden Village, Disney, cinemas, restaurants, etc. Community includes pool and clubhouse.

    Monica Duran MD3 HOMES LLC

    15467 Sugar Citrus Dr, Winter Garden, FL 34787
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    $2,800 per month

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • Townhouse for Rent

    17789 Japonica Bloom Dr, Winter Garden, FL 34787

    Welcome to this marvelous brand-new house, corner and spacious lot, perfect for living at the Northlake Townhomes in Winter Garden! It features 3 bedrooms, 2.1 bathrooms, an open concept floor with a comfortable living room, dining room, a large kitchen with an island, breakfast bar, elegant cabinets and granite countertops leading to a private rear courtyard and a detached 2-car garage. The

    Ligia Coelho WRA BUSINESS & REAL ESTATE

    17789 Japonica Bloom Dr, Winter Garden, FL 34787

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